반응 #4832

반응 방정식

(+)-α-Chloro-2-aminobenzenepropanoic acid 2,6-dimethylpiperidine salt

sodium hydroxide

hydrochloric acid

→

title compound

수율 74.0%

(S)-(+)-2,3-Dihydro-1H-Indole-2-Carboxylic Acid

수율 74.0%

용매

DMF

반응 조건

후처리

1. 1
   온도while cooling in ice
2. 2
   기타The crystalline precipitate was collected
3. 3
   세척washed with several aliquots of ice cold water
4. 4
   건조The product was dried briefly under vacuum over phosphorus pentoxide
5. 5
   workup.STIRRINGstirred with ether
6. 6
   건조The product was dried over phosphorus pentoxide at 56° C. for several hours under oil pump vacuum
7. 7
   기타to give 0.48 g

실험 절차

(+)-α-Chloro-2-aminobenzenepropanoic acid 2,6-dimethylpiperidine salt (1.25 g., 4.00 mmol) was added to magnetically stirred N sodium hydroxide (4 ml.) under nitrogen. The solution was stirred under nitrogen overnight at room temperature. The pH was adjusted to a value between 2 and 3 (pH paper) with conc. hydrochloric acid while cooling in ice. The crystalline precipitate was collected and washed with several aliquots of ice cold water. The product was dried briefly under vacuum over phosphorus pentoxide and then stirred with ether. The product was dried over phosphorus pentoxide at 56° C. for several hours under oil pump vacuum to give 0.48 g. (74%) of the title compound, m.p. 155°-157° C., [α]D25 +36.09° (c 0.87, DMF).

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